Courage to Connect

The Power of Generative Dialogue

Mark Ostach

In this episode, we explore generative dialogue—the art of asking questions that move past small talk to create energy, insight, and trust. Instead of “What do you do for work?”, questions like “How do you spend your time?” or “What are you most proud of in the last 30 days?” open doors to meaningful stories and connections. Through examples from leadership, training sessions, and even airplane conversations, we see how intentional dialogue can transform relationships, build vulnerability, and spark authentic human connection.